2-amino-3-(5-methoxy-indol-3-yl)-propan-1-ol | 20913-94-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-amino-3-(5-methoxy-indol-3-yl)-propan-1-ol
• 英文别名: beta-Amino-5-methoxy-1H-indole-3-propanol；2-amino-3-(5-methoxy-1H-indol-3-yl)propan-1-ol
• CAS: 20913-94-4
• 化学式: C₁₂H₁₆N₂O₂
• 分子量: 220.271
• InChiKey: ZTSHEMWPFPNRGQ-UHFFFAOYSA-N

物化性质

• 沸点：
  474.8±40.0 °C(Predicted)
• 密度：
  1.246±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  71.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-3-(5-methoxy-indol-3-yl)-propan-1-ol 在 sodium ethanolate 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Structure-activity relationship for DNA topoisomerase II-induced DNA cleavage by azatoxin analogues

  摘要：

  Eighteen analogues of the nonintercalative DNA topoisomerase II (topo II)-active epipodophyllotoxin-ellipticine hybrid, azatoxin, were synthesized and evaluated for their ability to induce topo II-mediated DNA strand breaks in vitro. In general, the SAR profile of the azatoxins showed more homology with that of the epipodophyllotoxins than with the ellipticines. Of the compounds studied, only fluoro substitution at the 8-, 9, and 10-positions of azatoxins enhanced activity, with 9-fluoroazatoxin being the most active compound in this series. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00113-2
• 作为产物：
  描述：

  DL-5-甲氧基色氨酸 在 盐酸 、 sodium tetrahydroborate 作用下， 以 乙醇 、 水 为溶剂， 反应 6.0h， 生成 2-amino-3-(5-methoxy-indol-3-yl)-propan-1-ol
  参考文献：
  名称：

  Structure-activity relationship for DNA topoisomerase II-induced DNA cleavage by azatoxin analogues

  摘要：

  Eighteen analogues of the nonintercalative DNA topoisomerase II (topo II)-active epipodophyllotoxin-ellipticine hybrid, azatoxin, were synthesized and evaluated for their ability to induce topo II-mediated DNA strand breaks in vitro. In general, the SAR profile of the azatoxins showed more homology with that of the epipodophyllotoxins than with the ellipticines. Of the compounds studied, only fluoro substitution at the 8-, 9, and 10-positions of azatoxins enhanced activity, with 9-fluoroazatoxin being the most active compound in this series. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00113-2

文献信息

• Acyltryptophanols
  申请人：Wortmann Lars

  公开号：US20070060573A1

  公开（公告）日：2007-03-15

  The present patent application relates to acyltryptophanols of the general formula I, in which Q, X, Y, W, R1, R2, R3, R4, R5, R8 have the meanings stated in the description. The compounds according to the invention are effective FSH antagonists and can be used for example for fertility control in men or in women, or for the prevention and/or treatment of osteoporosis.

  本专利申请涉及一般式I的酰基色氨酸醇，其中Q、X、Y、W、R1、R2、R3、R4、R5、R8具有说明书中所述的含义。本发明的化合物是有效的FSH拮抗剂，例如可用于男性或女性的生育控制，或用于骨质疏松症的预防和/或治疗。
• Antitumoral compounds
  申请人：Pharma Mar, S.A.

  公开号：US10538535B2

  公开（公告）日：2020-01-21

  A compound of general formula I, wherein X, R1-R4 take various meanings, for use in the treatment of cancer.

  一种通式 I 的化合物，其中 X、R1-R4 具有各种含义，用于治疗癌症。
• Novel tetrahydro-β-carboline-1-carboxylic acids as inhibitors of mitogen activated protein kinase-activated protein kinase 2 (MK-2)
  作者：John I. Trujillo、Marvin J. Meyers、David R. Anderson、Shridhar Hegde、Matthew W. Mahoney、William F. Vernier、Ingrid P. Buchler、Kun K. Wu、Syaluan Yang、Susan J. Hartmann、David B. Reitz

  DOI：10.1016/j.bmcl.2007.05.070

  日期：2007.8

  A structure-activity relationship study was conducted on a series of tetrahydro-beta-carboline-1-carboxylic acid analogs in order to identify the key functionality responsible for activity against the mitogen-activated protein kinase-activated protein kinase 2 enzyme (MK-2). The compounds were further evaluated for their ability to inhibit TNF alpha production in U937 cells and in vivo. These compounds represent a novel structural class of compounds capable of inhibiting MK-2 with remarkable selectivity. (c) 2007 Elsevier Ltd. All rialuts reserved.
• The Synthesis of Tryptamines Related to Serotonin
  作者：Elliott Shaw

  DOI：10.1021/ja01621a042

  日期：1955.8
• ANTIBODY DRUG CONJUGATES COMPRISING ECTEINASCIDIN DERIVATIVES
  申请人：Pharma Mar, S.A.

  公开号：EP3870234B1

  公开（公告）日：2022-12-21